Room Service Top Picks: The best of Italy

From Rome to Milan, we've scoured the country in search of the finest digs
rome loft rooftop


The Daily Navigator strives to help you make the best decisions in travel. While we produce content according with strict editorial integrity this post may contain references to partner products. Here’s a full explanation for how our team makes money .

If your only exposure to Italian culture is Jersey Shore, it might be time to broaden your horizons.

Less boardwalk, more baroque, Italy is one of the world’s greatest travel destinations. Impossibly beautiful and boasting the world’s most envied food scene, a visit is guaranteed to be mesmerizing, regardless of the corner you find yourself in.

To help with the planning, we’ve thrown together some of the most extraordinary accommodations from Italy’s most iconic cities and towns.

Our top picks: The Best of Italy

rome loft rooftop

Roman Rooftop Terrace

Rome, Italy
$$$-$$$$ | Pics →

You won’t forget where you are in this penthouse. The sprawling property features a spectacular rooftop terrace boasting panoramic views of the Eternal City in all its glory. If you can peel yourself away from the roof, the inside is just as impressive.

The lowest price we found was $335 a night, which feels like a steal. It does rise steeply during the busier seasons, but frankly, it’s worth it.

gran hotel timeo

Gran Hotel Timeo – A Belmond Hotel

Sicily, Italy
$$$$ | Pics →

Set next to an Ancient Greek amphitheater in the Sicilian hills with Mount Etna looming in the distance…No, this isn’t the intro to a movie; it’s the Gran Hotel Timeo.

This startling beautiful property expands up and along the six-acre sloped land it was built on in the 1800s. A world-class restaurant overlooking the bay will keep you nourished, while the spa will ensure you’re always relaxed after a long day in the Sicilian sun.

milan loft

Chic Milan Loft

Milan Italy
$$$-$$$$ | Pics →

Milan is all about cool. Rivaled only in the fashion world by Paris, any stay here should be chic, practical, and the perfect base for you to get out and sample the culture.

This loft ticks every box. Coming in at an affordable $193 a night, you’ll be hard-pushed to make your money go further. A sleek jacuzzi, a high-ceilinged living room, and an elegant workstation are all at your disposal. Just make sure you dress cool enough, so you don’t look out of place.

Our Other Top Picks

Upgrade Your Stay

Get expert insight into the world’s trendiest hotels, resorts and Airbnb’s with our free once-weekly Room Service Newsletter.

Related Stories

Built with ❤️ by travelers, for travelers.

© 2024 Dollar Flight Club Inc. All Rights Reserved

Stay in the know with
The Navigator Newsletter

A five-minute trip through the news that matters most to travelers. Past Edition

A five-minute trip through the news that matters most to travelers. Past Edition

This post contains references to products from one or more of our advertisers. We may receive compensation when you click on links to those products. The relationship may impact how an offer is being presented. Our site doesn’t include all the offers available. Terms apply to the offers listed on this page. For an explanation of our Advertising Policy, visit this page.

The Daily Navigator Featured Card Popup 3
Best Offer: $1,600 in Free Travel

Earn 80,000 Membership Rewards® Points

Plus, you can access over $1,500 in credits on select purchases. 

Partner offer. Terms apply.

DFC Partner Perks App Link Image
Special Discount for Our Members

50% Off Dollar Flight Club Premium

Your Premium Dollar Flight Club Membership will pay for itself the moment you join, because you get access to Partner Perks. You’ll get exclusive discounts on products and services from our favorite travel brands right in your deal dashboard.

DFC Concierge App Link Image
Special Discount for Our Members

93% off lifetime access

Save $1,200 and 10 hours of your time on every vacation. With Lifetime access to DFC Concierge, get fully customized trip itineraries to make every vacation unforgettable.

Dollar Flight Club App Link Image
Special Discount for Our Members

50% Off PREMIUM

You can save up to $500 on your next adventure without lifting a finger get email alerts when we find flights up to 90% off leaving your home airport. Just let us know your departure airport and we’ll do the rest.

The Navigator Commitment

The Daily Navigator is the cornerstone of the DFC Media family. Through each of our brands, we’re dedicated to helping our readers travel, spend, and live smarter.

With products dedicated to affordable travel, daily news, hospitality, and personal finance, we deliver the day’s essential content with none of the filler — all in a way that’s fast, easy, and fun to read. Every morning, over 2 Million travelers trust DFC to deliver the latest news and information so that they can make informed decisions faster. We hope you’ll join them.

We’re happy to have you here!